Polyazo dyestuffs



Patented Aug. 23, 1938 V UNITED STATES' PATENT OFFICE I rommzo DYESTUFFSHans Schindhelm,

Fechenheim, and Carl Frankfort on the Main- Theo Schultis, Bergen,

near Frankfort-on-the-Main, Germany, assignors to General Aniline Works,Inc., New York, N. Y., a corporation Delaware No Drawing.

Application July 7, 1936, Serial No. 89,456. In Germany August 3, 1935-2 Claims.

Our present invention relates to polyazo dyestufis more particularly tothose of the general formula:

diazotized and the diazo compound is added to a solution of 400 parts byweight of the sodium salt of 2- (3'-carboxyphenyl-amino) 5-naphthol-7-sulionic acid with the addition of pyridine.

The Secondary diazo dyestuii formed] of the formula:

wherein R stands for a radicle of theben'zene series which contains inortho-position to the azo group a. hydroxy orsubstituted hydroxy groupand R1 for the radicle of a. 2-amino-5- hydroxynaphthalene-l-sulfonicacid compounds.

The present new polyazo dyestufis are obtained by combining diazocompounds with 5-amin0- quinoline, further diazotizing the amionazodyestufl. formed and coupling it with an aminohydroxynaphthalenesulfonic acid compound.

The new dyestuffs dye the vegetable fibers fast bluish to violet shadesand are capable of forming copper complex compounds which aredistinguished by an excellent fast'ness to light.

I -In order to iurther illustrate our invention the following example isgiven, the parts being by weight and all temperatures in degrees centi-.grade. However, we wish it to be understood that our invention is notlimited to the particular products nor reaction conditions mentionedtherein.

Example The diazo compound'formed h-om 203 parts by weight of 2-amino-anisol 4-suironic acid is combined with a cooled hydrochloric.acid solution of 150 parts by weight of fi amino'quinoline. Then sodiumacetate is added 'until the mixture has only a slightly acid reaction.The amino-azo dyestuii' formed is isolated and may be purified byredissolving it and precipitating it again. It is is, when dry, a. darkpowder, soluble in water with a violet and in concentrated sulfuric acidwith a green color and it dyes cotton violet shades, turning to agreenish'blue of an excellent fastness to light .when the dyestufi isconverted into its metallic complex compounds. a

We claim: i 1. Polyazo dyestuffs of the general formula;

wherein R. stands for a radicle of the benzene series. which contains inortho-position to the azo group a hydroxy. or substituted hydroxy groupand R1 for the radicle of a 2-amino-5-hydroxynaphthaleheJ-sulfonic acidwhich dyestufis dye the vegetable fibers fast bluish to violet shadesand are capable of forming copper complex compounds which aredistinguished by an excellent fastness to light.

2. A polyazo dyestuff of the formula:-

soirr no. NHQ

I cm 7 n which dyestufl is, when dry, 9. dark powder, soluble in waterwith a violet and in concentrated sulfuric acid with a green color anddyes cotton violet shades, turning to a greenish blue of an excellentfastnes s to light-when the dyestufi is converted into its metalliccomplex compounds. 7

ms SCHIN'DHELM. CARL 'rnno SCHULTIS.

compound,

